3-(Chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole → HCID 57800067, compound

HRID 913621Notes

Reaction equation

HRID 913621 reaction equation
[Cl:1][C:2]1[C:10]([C:11]#[N:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH2:13][CH2:14][C:15]([F:18])([F:17])[F:16])[NH:6]2.Cl[CH2:20][C:21]1[N:25]=[C:24]([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=2)[O:23][N:22]=1>>[Cl:1][C:2]1[C:10]([C:11]#[N:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH2:13][CH2:14][C:15]([F:16])([F:17])[F:18])[N:6]2[CH2:20][C:21]1[N:25]=[C:24]([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:33])[F:34])[CH:27]=2)[O:23][N:22]=1

Participants

3

Reactant 2

HCID 27366223-(Chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazoleHCID 67404000HCID 67404000, compound

Product 1

HCID 57800067HCID 57800067, compound

Procedure

Synthesized as described in Example 4 from 4-chloro-2-(3,3,3-trifluoropropyl)-1H-indole-5-carbonitrile and 3-(chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole: 1H NMR (400 MHz, CDCl3) δ 8.31 (s, 1 H), 8.23 (d, J=7.8 Hz, 1 H), 7.86 (d, J=7.9 Hz, 1H), 7.67 (dd, J=7.8 Hz, 1 H), 7.45 (s, 2 H), 6.56 (s, 1 H), 5.45 (s, 2 H), 3.27 (t, 2 H), 2.89-2.61 (m, 2 H); MS (ES) m/z 499 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-7f45cd5c71e84fe6955c21e83ffa4c4a
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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